N-(3-fluoropropyl)-4-(1H-indol-2-yl)-N-methylaniline | 1442656-93-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N-(3-fluoropropyl)-4-(1H-indol-2-yl)-N-methylaniline
• CAS: 1442656-93-0
• 化学式: C₁₈H₁₉FN₂
• 分子量: 282.361
• InChiKey: IJJGVWXPSZVOIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  19
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-甲基-1-苯肼 在 sodium carbonate 作用下， 以 乙腈 为溶剂， 反应 6.0h， 生成 N-(3-fluoropropyl)-4-(1H-indol-2-yl)-N-methylaniline
  参考文献：
  名称：

  Synthesis and biological evaluation of 18F-labled 2-phenylindole derivatives as PET imaging probes for β-amyloid plaques

  摘要：

  A novel series of fluorinated 2-phenylindole derivatives were synthesized and evaluated as beta-amyloid imaging probes for PET. The in vitro inhibition assay demonstrated that their binding affinities for A beta(1-42) aggregates ranged from 28.4 to 1097.8 nM. One ligand was labeled with F-18 ([F-18]1a) for its high affinity (K-i = 28.4 nM), which was also confirmed by in vitro autoradiography experiments on brain sections of transgenic mouse (C57BL6, APPswe/PSEN1, 11 months old, male). In vivo biodistribution experiments in normal mice showed that this radiotracer displayed high initial uptake (5.82 +/- 0.51% ID/g at 2 min) into and moderate washout (2.77 +/- 0.31% ID/g at 60 min) from the brain. [F-18]1a could be developed as a promising new PET imaging probe for A beta plaques although necessary modifications are still needed. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.04.028

文献信息

• Synthesis and biological evaluation of 18F-labled 2-phenylindole derivatives as PET imaging probes for β-amyloid plaques
  作者：Hualong Fu、Lihai Yu、Mengchao Cui、Jinming Zhang、Xiaojun Zhang、Zijing Li、Xuedan Wang、Jianhua Jia、Yanping Yang、Pingrong Yu、Hongmei Jia、Boli Liu

  DOI：10.1016/j.bmc.2013.04.028

  日期：2013.7

  A novel series of fluorinated 2-phenylindole derivatives were synthesized and evaluated as beta-amyloid imaging probes for PET. The in vitro inhibition assay demonstrated that their binding affinities for A beta(1-42) aggregates ranged from 28.4 to 1097.8 nM. One ligand was labeled with F-18 ([F-18]1a) for its high affinity (K-i = 28.4 nM), which was also confirmed by in vitro autoradiography experiments on brain sections of transgenic mouse (C57BL6, APPswe/PSEN1, 11 months old, male). In vivo biodistribution experiments in normal mice showed that this radiotracer displayed high initial uptake (5.82 +/- 0.51% ID/g at 2 min) into and moderate washout (2.77 +/- 0.31% ID/g at 60 min) from the brain. [F-18]1a could be developed as a promising new PET imaging probe for A beta plaques although necessary modifications are still needed. (C) 2013 Elsevier Ltd. All rights reserved.